Ok, we were able to perform the upgrade (permission issues with the svc user for some reason) and it appears the issue has resolved. I’m not sure what resolved it, as we changed nothing before it broke.

Make sure you have enough space on your database. During the failed upgrade process we noticed that our database was very low on space. So we expanded it and were able to continue with the upgrade process. That could’ve been what was causing our issues to begin with.